“I would like to be one of the people responsible for getting Elizabeth Warren out of politics,” said Schilling. “She’s a nightmare. The left’s holding her up as the second coming of Hillary Clinton, Lord knows we don’t need the first.”

Schilling did ponder running for the Senate following the death of Ted Kennedy in 2009. However, Scott Brown would step into the breach and defeat Martha Coakley the following year only to be beaten by Warren in 2012. Brown got 46.2% of the vote against Warren’s 53.7%. Schilling could probably get close to that number, but I think in all likelihood would be defeated quite decisively. Warren’s organization is second to none and outside of Bernie Sanders, Warren is the most beloved “progressive” in the country.

There are a couple of areas where Schilling could be vulnerable. First and foremost is the 38 Studios debacle. That was Schilling’s video game company that received a $75 million loan guarantee from the state of Rhode Island to move its headquarters to Providence only to declare bankruptcy 18 months later. Although Rhode Island authorities recently declined to press criminal charges against Schilling or anyone associated with 38 Studios one can certainly expect ongoing civil litigation in this matter.

Warren would undoubtedly raise ESPN’s firing of Schilling earlier this year to paint him as a bigot. Frankly, I believe he is anything but and because of Schilling’s firing I refuse to watch ESPN. I don’t think someone should lose their job because they believe a man shouldn’t enter a woman’s washroom. But this is what we have come to in 2016. As such, there will be a significant part of the Massachusetts electorate who views him this way (despite earning the Red Sox two World Series rings).

On the other hand, Schilling is not one to back down from a fight. Remember he battled cancer not so long ago. He gives as good as he gets so Warren would be in for a slog. Schilling’s best chance at victory is if Hillary Clinton were to be elected President and her measures became so unpopular that even Warren was rendered vulnerable.

But given the odds against him, I am inclined to think that Schilling won’t throw his Sox cap into the ring. But if Curt Schilling challenged Liz Warren for the U.S. Senate, I would vote for him (even if he is supporting Trump this fall).